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Used
Jeep Gladiator trucks
for sale
near
Simsbury Center, CT
under $100,000
- Down Payment
- $0
- Net trade-in value
- $0
- Months
- 72
- APR
- 7.0%
- Sales tax
- 0.0%
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.






Jeep Certified
2021 Jeep Gladiator Sport
Vehicle information
Features
Reviews
Drive away with confidence and happy!
I am a returning customer who bought several Jeeps from Barry Pinto. Barry is not only a true professional but also very approachable, friendly, attends to requests promptly and always returns a call. Everyone at Bolles is helpful, providing a stress-free experience. Their service department over the years has been beyond reproach; the customer service is excellent. It is refreshing to know there is a caring car dealership that has kept car buying stress free with confidence. I shall never go anywhere else and hope Barry Pinto will be there as long as I'm buying cars.
We special ordered a Jeep Galdiato Rubicon in 2021 and
We special ordered a Jeep Galdiato Rubicon in 2021 and loved it. Our only problem was it didn't leave much space in the garage. We decided to trade it for a special ordered Jeep Wrangle 4dr. RubiconX. This new vehicle left us with 34 more inches of space in our garage. We still have our 2021 Jeep GrandCherokee Trailhawk as our long trip vehicle. 2 never gave any problems accept with the Aux, battery after 3 years of own






Used
2020 Jeep Gladiator Overland
Vehicle information
Features
Reviews
Fantastic Experience
Had a great experience buying a used car here. Everyone I dealt with was friendly and knowledgeable. I never felt pressured, and being a single female, that was important to me. They gave me a fair price on my trade-in, and their cars are reasonably priced. Will Anderson was a terrific sales guy, and Jill and Matt guided me through all the paperwork. *Highly* recommend this dealership!
my grandmother sadly traded in this gladiator i wish she
my grandmother sadly traded in this gladiator i wish she would have kept it . It is very comfortable,reliable,it look great on the outside,it has enough power,and its value is very good.






Used
2024 Jeep Gladiator Sport
Vehicle information
Features
Reviews
Worked with Steve, didn't end up buying but he was super
Worked with Steve, didn't end up buying but he was super nice and upfront with us. A much better experience than some of the dealers we talked to on this journey.
It’s a Jeep, so people who buy this understand what it’s
It’s a Jeep, so people who buy this understand what it’s all about, great off road performance, reliable and fun to drive. The Gladiator is unique because it’s a pickup and gives you more flexibility on abilities to carry more, but doesn’t hamper performance in any way, also, priced well compared to similar vehicles.






Used
2021 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
Gale Toyota
This dealership is wonderful. My contact with them was limited but they impressed me greatly none the less. The salesman I dealt with appeared to be extremely knowledgeable and very honest!
Have driven Jeeps in the military and loved the
Have driven Jeeps in the military and loved the performance and easy maintenance. Have 2 Jeeps now and looking to replace one of my Jeep with another one. Love Jeeps!!






Used
2021 Jeep Gladiator Willys 4x4
Vehicle information
Features
Reviews
I have been doing business with this company since 2002 .
I have been doing business with this company since 2002 . Best dealer , they are conscientious , pleasant and take good care of their customers. They do know their stuff . Whether purchasing or servicing ur car . Expect the best !
mojave
I have a jeep gladiator mojave, 2021, great vehicle , the best i have ever owned, great for offroading and the suspension is great, designed for higher speed offroading and it does a great jjob at this and just regular off roading. also fun just to drive around town. Highly recommend this vehicle, i also love the xtras, led lights, safety features, (blind spot and ADC, etc), aux swithes . This just a great vehicle.






Certified
2021 Jeep Gladiator Willys 4x4
Vehicle information
Features
Reviews
Kyle and Richard thanks again you guys are the best.
Kyle and Richard thanks again you guys are the best. Proud owner of a 2025 navigator
Definitely a fan!
I bought my 2021 Overland new. I love it!!! It is fun to drive. Handles well in the snow. This is a well made vehicle. I love the leather seating. The best heated seats and steering wheel I have owned. I’m definitely a fan!!






Used
2023 Jeep Gladiator Willy's
Vehicle information
Features
Reviews
sales
i think car max got it right when they make you an offer they are serious.it is good for 7 days and the process is rather seamless
MOST importantly it is a JEEP.
MOST importantly it is a JEEP. If you want a luxury vehicle, buy one, if you want a full-size truck, buy one, if you want a sports car, buy one, the Jeep Gladiator is none of these. It is designed to be a mid-sized pick-up yet still be a Jeep, it does this PERFECTLY. I have owned 9 Jeeps over the years, as early as 1978 up through 2006; the Jeeps today are full of more amenities and comfort than they ever have been in history. I have 2 Gladiators; a '23 Mojave, and a '23 Diesel Overland, both of them are INCREDIBLE vehicles on and off road, and MORE than fit the bill for a light duty pick-up, superseding most others on the market, and I am even comparing to any of the 5 Tacoma's I have owned. If you are in the market for a light duty pick-up, you can't beat it; whether it is a loaded up graded model, or even the base model, it is still a truck with 4WD, straight axles, and still available with a manual transmission. VERY happy with both of mine!






Used
2021 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
Fiat 500x purchase/excellent experience
I bought a Fiat 500x from this dealer. They gave me excellent service and Alex J was a very knowledgable salesperson. The car is top quality, smooth driving, and very well crafted.
MOHAVE ride makes for good daily driver
Mojave trim gives a smooth ride. A big improvement over the 2012 Rubicon Unlimited that I had. 17-18 mpg around suburbs and 20-21 on trips. At 13,000 miles no reliability issues. 8-Speed transmission coupled with the 3.6 v6 works well. Great in SNOW. Recommend the AWD optional transfer case.






Used
2021 Jeep Gladiator Willys 4x4
Vehicle information
Features
Reviews
Very easy to work with
Edwin was great to work with from the beginning. He reached out shortly after I inquired about the car and scheduled a time the next day to take a test drive. They were able to complete the purchase that day so I could take the car home. Overall, both Edwin and their Finance department were easy to work with.






Jeep Certified
2021 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
Great Dealership - Even better Salesmen
This was my first Jeep Wrangler purchase and it was very pleasant and my salesman Henry went above and beyond! I was astonished with how much Henry really cared about me and how much he actively assisted me with purchasing my vehicle.






Jeep Certified
2021 Jeep Gladiator Sport
Vehicle information
Features
Reviews
Every person I dealt with were very professional and good
Every person I dealt with were very professional and good communicators. This was a factor in my decision to purchase my car. It was a positive experience. Definitely recommend.






Certified
2022 Jeep Gladiator High Altitude 4x4
Vehicle information
Features
Reviews
Dakota had me signed in quickly and service was done
Dakota had me signed in quickly and service was done while I waited in a reasonable time frame. All around excellent service on my 2022 Lincoln
My Gladiator is 3 years old.
My Gladiator is 3 years old. Driving in Alaska and what a great vehicle. Starts every morning with no issues. Drives great in deep snow thanks to the ground clearance. The ride is stiff-it’s a Jeep.






Used
2021 Jeep Gladiator Mojave
Vehicle information
Features
Reviews
Rocky and the Hoffman East Hartford service team rate a
Rocky and the Hoffman East Hartford service team rate a 10 out of 10. Rocky scheduled an immediate appointment for a major overheating/water pump repair. That work and other matters were addressed by the service tech and Rocky himself in a timely, professional manner. Altogether a first rate experience from start to finish.






Used
2024 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
gengras is great all around great service from all
just purchased my second car everyone waall are great there s great and very Mo is the best , the very best honest, knows his work very well , just a great person all around with a big heart and looks out for you the customer , i would buy 10 cars if i could thank you Mo selena smyth
Reliable and great looking truck!
Reliable and great looking truck! Love the way it rides and how many options they have to customize this great mid size vehicle. Love the color options






Jeep Certified
2023 Jeep Gladiator Overland
Vehicle information
Features
Reviews
Great dealer
Great sales and excellent service departments! Have leased two jeeps and have always been happy going here. I would recommend to go here to others!
Always go to Pilson auto, we always use the same
Always go to Pilson auto, we always use the same salesman. Always have a good experience! The salesman always answers calls and texts even if he is not at work! Everyone there has always been extremely friendly and helpful!






Jeep Certified
2020 Jeep Gladiator Overland
Vehicle information
Features
Reviews
Alejandro is a great salesman
My experience was great! I could not have chosen a better salesman. Alejandro was very accommodating and respectful. He definitely went above and beyond. Thanks for a great experience
my grandmother sadly traded in this gladiator i wish she
my grandmother sadly traded in this gladiator i wish she would have kept it . It is very comfortable,reliable,it look great on the outside,it has enough power,and its value is very good.






Used
2020 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
a place to go for bargains if you have patience
Alex excellent salesperson very patience and honest. The dealership is another story, if your looking for a reasonable price this is the dealership for you, they get cars from Auction so no idea about the history of the car, they get checked when you already signed for the As- is purchase, don't go there on a weekend, if you have patience, wants a bargain, (non negotiable deals)time, and good mechanic this is a place to go, got lucky with Alex very accommodating and great salesman
I have 84,000 miles.
I have 84,000 miles. I don’t hit rod it. I keep it below 2500 rpm unless a must pass happens (rarely). Zero issues with transmission brakes electronics heat or AC. Overland model. It has been a wonderful rig with 19 to 25 mpg. I’m 64 and hoping this and my XJ are my last rides. Both rigs are exceptional. I had a scrambler and loved it, had to have the Gladiator and my 2020 has been far better than expected !



Jeep Certified
2022 Jeep Gladiator Altitude 4x4
Vehicle information
Features
Reviews
Great experience with service department
There was a mishap during a transmission service. Artioli took care of all problems and in the end I received an excellent service. Wonderful people, great business!
What’s Not to Like
This is a.rock solid vehicle that defines “utility” better than all the rest. You have tons of ways to configure the vehicle every day. Open air roof, doors off, entire top off, pick-up truck uses, off roading, climbing, travel, snowshoeing, skiing, snow driving, trails and dirt roads, hiking, carry bed loads, trailering, ATVs, etc, etc, etc. No way to ever find it boring. Plus, the extra bonus of the culture, friendliness, the wave, jeep groups, and the way it promotes and nurtures getting outdoors and getting active. No issues. Alpine stereo is great. Nav is great. Heat is great. comfort great, carrying fun loads great, towing to 4K lbs great. No complaints.






Jeep Certified
2021 Jeep Gladiator Sport
Vehicle information
Features
Reviews
Just purchased a car from them.
Just purchased a car from them. Very professional sales people and service department. Even after we agreed on a price, the service department decided to put new tires on the car before giving it to me



Jeep Certified
2021 Jeep Gladiator Rubicon 4X4
Vehicle information
Features
Reviews
Victoria in sales!! She was awesome
Tori from sales was great!!! Please commend her and the dealership for excellent customer service Made me feel relaxed and comfortable Highly recommended will definitely be back!!
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Jeep Gladiator prices by year
Model year | Prices from | Deals |
---|---|---|
2025 Jeep Gladiator | $39,934 |
About the Jeep Gladiator
How much does the Jeep Gladiator cost?
The Jeep Gladiator price depends on several factors, including the trim level, optional features, mileage, vehicle history and location. The nationwide average price for the Gladiator is $35,246, with pricing starting at $13,980.
What is the MPG of the Jeep Gladiator?
The Jeep Gladiator with traditional internal combustion engine offers up to 17 MPG city and 22 MPG highway for a combined rating of 19 MPG.
These figures are based on EPA mileage ratings and are for comparison purposes only. The actual mileage will vary depending on the selected vehicle model year, trim, driving conditions, driving habits, vehicle maintenance, and other factors.
What are some similar vehicles and competitors of the Jeep Gladiator?
The Jeep Gladiator compares to and/or competes against the following vehicles:
What trim levels are available for the Jeep Gladiator?
The Jeep Gladiator is available in the following trim levels:
What model years are available for the Jeep Gladiator?
Available model years for Jeep Gladiator inventory range from 2020 to 2025.
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.
Used Jeep Gladiator by price
Compare the Jeep Gladiator
Jeep Gladiator under $100,000 by city
-
Jeep Gladiator under $100,000 in Simsbury, CT
1 Great Deal out of 28 listings starting at $20,995
-
Jeep Gladiator under $100,000 in West Simsbury, CT
1 Great Deal out of 28 listings starting at $20,995
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Jeep Gladiator under $100,000 in Weatogue, CT
1 Great Deal out of 31 listings starting at $20,995
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Jeep Gladiator under $100,000 in Tariffville, CT
24 listings starting at $25,998
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Jeep Gladiator under $100,000 in Bloomfield, CT
1 Great Deal out of 36 listings starting at $20,995
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Jeep Gladiator under $100,000 in Canton, CT
1 Great Deal out of 28 listings starting at $20,995
-
Jeep Gladiator under $100,000 in Salmon Brook, CT
1 Great Deal out of 22 listings starting at $25,998
-
Jeep Gladiator under $100,000 in East Granby, CT
1 Great Deal out of 22 listings starting at $25,998
-
Jeep Gladiator under $100,000 in Canton Valley, CT
1 Great Deal out of 31 listings starting at $20,995
-
Jeep Gladiator under $100,000 in Granby, CT
1 Great Deal out of 25 listings starting at $25,998
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Jeep Gladiator under $100,000 in Avon, CT
1 Great Deal out of 31 listings starting at $20,995
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Jeep Gladiator under $100,000 in Windsor, CT
30 listings starting at $25,998
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